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Ammonia chemical ionization mass spectrometry of alcohols: Structural, stereochemical, molecular‐size and temperature effects
Author(s) -
Gülaçar Fazil O.,
Mermound François,
Winkler F. Johann,
Vuchs Armand
Publication year - 1984
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19840670219
Subject(s) - chemistry , adduct , mass spectrometry , mass spectrum , ion , isobutane , fragmentation (computing) , ammonia , chemical ionization , ion source , molecule , reactivity (psychology) , analytical chemistry (journal) , ionization , organic chemistry , catalysis , chromatography , computer science , operating system , medicine , alternative medicine , pathology
Ammonia chemical ionization (CI) mass spectra of various open‐chain, cyclic and unsaturated C 5 ‐ to C 10 ‐alcohols were obtained at source temperatures ranging from 60° to 250°C. The reactivity of the ammonia adduct ion M NH 4 +and its fragmentation channels are characteristic for substrate structure. Although strongly temperature‐dependent, the spectra give nevertheless information on the OH‐group environment as well as on the C‐skeleton at any source temperature. Primary, secondary and tertiary alcohols as well as allylic and simple olefinic alcohols can be distinguished by their spectra, which show ammonium adduct ions [ M NH 4 ] + , adduct dehydrogenation ions [ M NH 4 ‐H 2 ], ammonium substitution ions [ M NH 4 ‐H 2 O] + and [ M ‐OH] + ‐ions as the main characteristic peaks. Moreover, konfigurational assignments of stereoisomeric alcohols are possible for larger substrate‐size and source‐temperature ranges than with isobutane CI mass spectrometry. Homologous M NH 4 + ‐ions show molecular‐size control of fragmentation and linear M NH 4 + ‐ions are less stable than branched isomers due to incomplete energy randomization.